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Methanol → [3-[2-[1-(5-Bromothiazole-2-yl)-4-pyrrolidine-1-ylpiperidine-4-yl]ethoxy]-5-chlorophenyl]acetic acid

HRID 420601
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인쇄 미리보기

반응식

HRID 420601 반응식
C[O:2][C:3](=[O:32])[CH2:4][C:5]1[CH:10]=[C:9]([Cl:11])[CH:8]=[C:7]([O:12][CH2:13][CH2:14][C:15]2([N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)[CH2:20][CH2:19][N:18]([C:21]3[S:22][C:23]([Br:26])=[CH:24][N:25]=3)[CH2:17][CH2:16]2)[CH:6]=1.[OH-].[Na+].O1CCCC1.CO>O>[Br:26][C:23]1[S:22][C:21]([N:18]2[CH2:19][CH2:20][C:15]([CH2:14][CH2:13][O:12][C:7]3[CH:6]=[C:5]([CH2:4][C:3]([OH:32])=[O:2])[CH:10]=[C:9]([Cl:11])[CH:8]=3)([N:27]3[CH2:28][CH2:29][CH2:30][CH2:31]3)[CH2:16][CH2:17]2)=[N:25][CH:24]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 66657791[3-[2-[1-(5-Bromothiazole-2-yl)-4-pyrrolidine-1-ylpiperidine-4-yl]ethoxy]-5-chlorophenyl]acetic acid methyl ester

생성물 1

HCID 66657808[3-[2-[1-(5-Bromothiazole-2-yl)-4-pyrrolidine-1-ylpiperidine-4-yl]ethoxy]-5-chlorophenyl]acetic acid수율 65%

시약·촉매·용매

1
HCID 962Water용매

실험 절차

A mixture of [3-[2-[1-(5-bromothiazole-2-yl)-4-pyrrolidine-1-ylpiperidine-4-yl]ethoxy]-5-chlorophenyl]acetic acid methyl ester (1.45 g), 2N sodium hydroxide (3.3 mL), tetrahydrofuran (15 mL) and methanol (15 mL) was stirred at room temperature for 3 hours. To the reaction solution was added water and washed with chloroform. The water layer was neutralized with 2N hydrochloric acid and extracted with chloroform. The organic layer was washed with water and brine, and dried over magnesium sulphate. The solvent was evaporated under reduced pressure and the residue was purified by column chromatograph on silica gel to give the title compound (916 mg). Yield: 65%.

후처리

  1. washwashed with chloroform
  2. extractionextracted with chloroform
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried over magnesium sulphate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by column chromatograph on silica gel

출처 및 근거

ORD 기록
ord-8fb19bad68a74afabdfd1ae88b1d82af
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08097610B2

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